WO1993009758A1 - Agents de coloration des cheveux - Google Patents
Agents de coloration des cheveux Download PDFInfo
- Publication number
- WO1993009758A1 WO1993009758A1 PCT/EP1992/002571 EP9202571W WO9309758A1 WO 1993009758 A1 WO1993009758 A1 WO 1993009758A1 EP 9202571 W EP9202571 W EP 9202571W WO 9309758 A1 WO9309758 A1 WO 9309758A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- hair
- dyes
- natural
- weight
- dye
- Prior art date
Links
- 239000000975 dye Substances 0.000 claims abstract description 25
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 13
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- 150000003839 salts Chemical class 0.000 claims abstract description 5
- 239000000978 natural dye Substances 0.000 claims description 25
- 229930182559 Natural dye Natural products 0.000 claims description 22
- 150000002191 fatty alcohols Chemical class 0.000 claims description 9
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- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims description 8
- REFJWTPEDVJJIY-UHFFFAOYSA-N Quercetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC=C(O)C(O)=C1 REFJWTPEDVJJIY-UHFFFAOYSA-N 0.000 claims description 7
- -1 Carmin Lawson Natural products 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- 239000000979 synthetic dye Substances 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- ZVOLCUVKHLEPEV-UHFFFAOYSA-N Quercetagetin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=C(O)C(O)=C(O)C=C2O1 ZVOLCUVKHLEPEV-UHFFFAOYSA-N 0.000 claims description 4
- HWTZYBCRDDUBJY-UHFFFAOYSA-N Rhynchosin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=CC(O)=C(O)C=C2O1 HWTZYBCRDDUBJY-UHFFFAOYSA-N 0.000 claims description 4
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- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
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- MWDZOUNAPSSOEL-UHFFFAOYSA-N kaempferol Natural products OC1=C(C(=O)c2cc(O)cc(O)c2O1)c3ccc(O)cc3 MWDZOUNAPSSOEL-UHFFFAOYSA-N 0.000 claims description 4
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- RAFGELQLHMBRHD-VFYVRILKSA-N Bixin Natural products COC(=O)C=CC(=C/C=C/C(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C(=O)O)/C)C RAFGELQLHMBRHD-VFYVRILKSA-N 0.000 claims description 2
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- RAFGELQLHMBRHD-UHFFFAOYSA-N alpha-Fuc-(1-2)-beta-Gal-(1-3)-(beta-GlcNAc-(1-6))-GalNAc-ol Natural products COC(=O)C=CC(C)=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C=CC(O)=O RAFGELQLHMBRHD-UHFFFAOYSA-N 0.000 claims description 2
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- RAFGELQLHMBRHD-SLEZCNMESA-N bixin Chemical compound COC(=O)\C=C\C(\C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C(O)=O RAFGELQLHMBRHD-SLEZCNMESA-N 0.000 claims 1
- 238000004043 dyeing Methods 0.000 abstract description 9
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- SGNZYJXNUURYCH-UHFFFAOYSA-N 5,6-dihydroxyindole Chemical compound C1=C(O)C(O)=CC2=C1NC=C2 SGNZYJXNUURYCH-UHFFFAOYSA-N 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- XUMBMVFBXHLACL-UHFFFAOYSA-N Melanin Chemical compound O=C1C(=O)C(C2=CNC3=C(C(C(=O)C4=C32)=O)C)=C2C4=CNC2=C1C XUMBMVFBXHLACL-UHFFFAOYSA-N 0.000 description 4
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4913—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
- A61K8/492—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid having condensed rings, e.g. indol
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
- A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
- A61K8/9783—Angiosperms [Magnoliophyta]
- A61K8/9789—Magnoliopsida [dicotyledons]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/10—Preparations for permanently dyeing the hair
Definitions
- the invention relates to hair tinting agents containing natural and synthetic dyes in a cosmetic carrier.
- 5,6-dihydroxyindoline is also suitable for modifying dyes based on natural dyes in their nuance in order to obtain more intense hair colorations with higher fastness properties.
- the invention therefore relates to hair tinting agents containing natural and synthetic dyes in a cosmetic carrier, which are a combination of coloring agents
- R-, R2, R, R4 uru j R5 independently of one another are hydrogen or alkyl groups with 1-4 C atoms or R 4 and R- together with the oxygen atoms to which they are attached, an alkylene dioxy group with 1-4 C Represent atoms, or contain its sal.
- Such hair tinting agents according to the invention are applied to the hair without the addition of oxidizing agents.
- the desired coloring is achieved by simply drying the colored hair in air.
- Suitable natural dyes are all dyes contained in and obtainable from plants, animals and microorganisms, in particular those which have already been used to dye keratin fibers or hair. An overview of natural dyes can be found in Ullmann's Encyclopedia of Industrial Chemistry, 4th edition (19), volume 11, pages 100-134. Of the dyes specified there are particularly suitable
- the 5,6-dihydroxyindole in, ie the indole derivative of the formula I is preferred, in which R-, R2 ( R-, R 4 and R- is hydrogen, since this is caused by oxidation on the Air forms 5,6-dihydroxyindole and also melanin dyes, but it is known that derivatives of 5,6-dihydroxyindole are also oxidized to melanin-like dyes.
- alkyl-substituted indolines of the formula I are also suitable which one of the groups R-, R ⁇ and R3 is a methyl group and the rest are hydrogen, as synthetic indoline dyes (B) in the dye combination according to the invention.
- the combination according to the invention unexpectedly modifies the nuances of the natural dyes, giving new shades of color which cannot be achieved by simple color addition: For example, red carmine in combination with brown-coloring indoline z leads to a blue-gray shade on blonde hair. Gray hair with 20 brown parts is colored dark blue to black.
- the natural dyes and the indoline of the formula I are used in proportions of 9: 1 to 1: 9. Both dyes are preferably used in approximately the same amounts.
- a plurality of different natural dyes or a plurality of indolines of the formula I can also be present simultaneously in a hair tinting agent according to the invention.
- the natural dyes and the indoline are incorporated in a suitable cosmetic carrier.
- Such carriers are e.g. B. creams, emulsions, gels or surfactant-containing, foaming solutions (shampoos), foam aerosols or other preparations which are suitable for use on the hair. They contain finishing and dyeing aids which increase the stability of the preparations and improve the result of the dyeing.
- Such additives are primarily surface-active substances, e.g. B. Soaps, especially the alkali or alkanolamine soaps of linear Ci2-Ci8 fatty acids, especially oleic acid,
- anionic surfactants e.g. B. fatty alcohol sulfates and fatty alcohol polyglycol ether sulfates, alkane sulfonates, alpha-olefin sulfonates or oleic acid sulfonates, preferably in the form of the alkali metal, ammonium or alkanolammonium salts,
- - cationic surfactants e.g. B. alkyl (Ci2-Ci8) -trimethyl-ammonium chloride, alkyl (Ci2-Ci8) -dimethyl-benzyl-ammonium salts, cetyl-pyridinium chloride, 2-hydroxydodecyl-hydroxyethyl-dimethylammonium chloride,
- - amphoteric surfactants such as. B. N-dodecylaminoacetic acid, N-cetylaminopropionic acid, gamma-laurylamino-butyric acid and
- Nonionic surfactants especially addition products of 5 to 30 moles of ethylene oxide with fatty alcohols, with alkylphenols, with fatty acids, with fatty acid alkanolamides, with fatty acid partial glycerides, with fatty acid sorbitan partial esters or with fatty acid methylglucoside partial esters, furthermore alkylglucosides, amine oxides and fatty acid polyglycerol esters.
- - Water-soluble, thickening polymers e.g. B cellulose ethers, such as carboxymethyl cellulose, hydroxyethyl cellulose, methyl cellulose, methyl hydroxypropyl cellulose, starch and starch ether, vegetable gum, guar gum, agar agar, alginates, xanthan gum or synthetic water-soluble polymers,
- Buffer substances e.g. B. ammonium chloride and ammonium sulfate
- - complexing agent e.g. B. l-hydroxyethane-l, l-diphosphonic acid, nitrilotriacetic acid or ethylenediaminetetraacetic acid or salts thereof,
- - Hair cosmetic aids e.g. B. water-soluble cationic polymers, protein derivatives, glucose, D-panthenol, cholesterol, vitamins or plant extracts,
- Leveling aids e.g. B. urazole, hexahydropyrimidin-2-one, imidazole, 1,2,4-triazole or iodides, e.g. B. sodium or kaiium iodide.
- the hair colorants according to the invention can be used in the weakly acidic, neutral or weakly alkaline pH range.
- Gels or oil-in-water emulsions are preferred as weakly basic carriers for the dye preparation.
- Suitable gels contain 1-20% by weight of soap, preferably ammonium oleate, preferably additionally 1-10% by weight of a nonionic emulsifier and 5-20% by weight of a fatty alcohol with 12-22 C- as surface-active substances.
- Suitable oil-in-water emulsions contain 1-25% by weight of a fat component, preferably a fatty alcohol with 12-22 C atoms, and 0.5-30% by weight of one Emulsifier, preferably 1-20% by weight of an anionic, non-ionic, zwitterionic or ampholytic surfactant.
- a preferred embodiment of the invention consists in that an aqueous emulsion of 2-20% by weight of one or more fatty alcohols with 12-22 C atoms and as dyes 0.1-5% by weight of a natural dye and 0.1-5% by weight of 5,6-dihydroxyindoline, in each case based on the total agent, are present.
- the pH of these preferred hair tinting agents is adjusted to between 8.5 and 10.5.
- anhydrous powdered or granulated preparations which can be processed into spreadable gels, emulsions or dispersions by dissolving or dispersing in water are also suitable as carriers.
- the hair tinting agents according to the invention are preferably used in such a way that the preparation of
- a coloring cream emulsion of the following composition was prepared:
- the coloring creams were standardized on strands approx. 5 cm long, applied 90% gray, but not specially pretreated, and left there for 30 minutes at 25 ° C.
- a strand of blonde hair was treated in the same way. After the dyeing process, the strands of hair were rinsed with water and dried with air at 60 ° C.
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- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Botany (AREA)
- Microbiology (AREA)
- Mycology (AREA)
- Cosmetics (AREA)
- Developing Agents For Electrophotography (AREA)
Abstract
L'invention vise à améliorer l'intensité de coloration et les qualités de résistance d'agents de coloration des cheveux, à base de colorants naturels solubles dans l'eau, en utilisant comme agent de coloration une combinaison (A) d'au moins un colorant naturel soluble dans l'eau, et (B) d'au moins une indoline de formule (I), ou de ses sels, dans un support, de préférence, sous forme d'émulsion ou sous forme de gel. Après un temps d'action de 10 à 40 minutes, on procède à un rinçage pour débarrasser les cheveux de l'excès d'agent de coloration, après quoi les cheveux sont séchés à l'air.
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP92922935A EP0613365B1 (fr) | 1991-11-18 | 1992-11-09 | Agents de coloration des cheveux |
DE59203133T DE59203133D1 (de) | 1991-11-18 | 1992-11-09 | Haartönungsmittel. |
GR950402148T GR3017035T3 (en) | 1991-11-18 | 1995-08-04 | Hair-tinting agents. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4137954A DE4137954A1 (de) | 1991-11-18 | 1991-11-18 | Haartoenungsmittel |
DEP4137954.3 | 1991-11-18 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1993009758A1 true WO1993009758A1 (fr) | 1993-05-27 |
Family
ID=6445085
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1992/002571 WO1993009758A1 (fr) | 1991-11-18 | 1992-11-09 | Agents de coloration des cheveux |
Country Status (7)
Country | Link |
---|---|
EP (1) | EP0613365B1 (fr) |
AT (1) | ATE125691T1 (fr) |
DE (2) | DE4137954A1 (fr) |
DK (1) | DK0613365T3 (fr) |
ES (1) | ES2075720T3 (fr) |
GR (1) | GR3017035T3 (fr) |
WO (1) | WO1993009758A1 (fr) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1996022077A1 (fr) * | 1995-01-18 | 1996-07-25 | Henkel Kommanditgesellschaft Auf Aktien | Arylcetones pour colorer des fibres contenant de la keratine |
EP2401036B1 (fr) | 2009-02-27 | 2016-08-17 | L'Oréal | Composition comprenant un colorant naturel et un alcool monohydroxyle aliphatique, coloration de fibres keratiniques la mettant en oeuvre |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19714370A1 (de) † | 1997-04-08 | 1998-10-15 | Henkel Kgaa | Wäßrige pflegende Haut- und Haarbehandlungsmittel |
DE19838809C2 (de) * | 1998-08-26 | 2002-12-19 | Kloss Gerhard | Trockenextrakt aus der Hennapflanze, Verfahren zu dessen Herstellung und dessen Verwendung |
DE102005025494A1 (de) * | 2005-06-01 | 2006-12-14 | Henkel Kgaa | Mehrstufiges Färbeverfahren für keratinische Fasern |
DE102006026342A1 (de) * | 2006-06-02 | 2007-12-06 | Henkel Kgaa | Applikationsvorrichtung zur Anwendung einer Applikationsflüssigkeit auf keratinischen Fasern |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1916139A1 (de) * | 1968-05-17 | 1969-11-27 | Oreal | Neue Haarfaerbemittel mit einem Gehalt an Indolinderivaten und Verfahren zum Faerben der Haare |
GB2093868A (en) * | 1981-02-27 | 1982-09-08 | Oreal | Hair-dyeing composition containing a powdered unextracted plant, a direct dyestuff of natural origin and a diluent |
GB2181750A (en) * | 1985-10-16 | 1987-04-29 | Oreal | Dyeing keratinous fibres |
WO1990001922A1 (fr) * | 1988-08-27 | 1990-03-08 | Wella Aktiengesellschaft | Procede pour teindre les cheveux avec des colorants d'origine vegetale |
-
1991
- 1991-11-18 DE DE4137954A patent/DE4137954A1/de not_active Withdrawn
-
1992
- 1992-11-09 DE DE59203133T patent/DE59203133D1/de not_active Expired - Fee Related
- 1992-11-09 WO PCT/EP1992/002571 patent/WO1993009758A1/fr active IP Right Grant
- 1992-11-09 AT AT92922935T patent/ATE125691T1/de active
- 1992-11-09 DK DK92922935.9T patent/DK0613365T3/da active
- 1992-11-09 ES ES92922935T patent/ES2075720T3/es not_active Expired - Lifetime
- 1992-11-09 EP EP92922935A patent/EP0613365B1/fr not_active Expired - Lifetime
-
1995
- 1995-08-04 GR GR950402148T patent/GR3017035T3/el unknown
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1916139A1 (de) * | 1968-05-17 | 1969-11-27 | Oreal | Neue Haarfaerbemittel mit einem Gehalt an Indolinderivaten und Verfahren zum Faerben der Haare |
GB2093868A (en) * | 1981-02-27 | 1982-09-08 | Oreal | Hair-dyeing composition containing a powdered unextracted plant, a direct dyestuff of natural origin and a diluent |
GB2181750A (en) * | 1985-10-16 | 1987-04-29 | Oreal | Dyeing keratinous fibres |
WO1990001922A1 (fr) * | 1988-08-27 | 1990-03-08 | Wella Aktiengesellschaft | Procede pour teindre les cheveux avec des colorants d'origine vegetale |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1996022077A1 (fr) * | 1995-01-18 | 1996-07-25 | Henkel Kommanditgesellschaft Auf Aktien | Arylcetones pour colorer des fibres contenant de la keratine |
EP2401036B1 (fr) | 2009-02-27 | 2016-08-17 | L'Oréal | Composition comprenant un colorant naturel et un alcool monohydroxyle aliphatique, coloration de fibres keratiniques la mettant en oeuvre |
Also Published As
Publication number | Publication date |
---|---|
ATE125691T1 (de) | 1995-08-15 |
DE59203133D1 (de) | 1995-09-07 |
DE4137954A1 (de) | 1993-05-19 |
GR3017035T3 (en) | 1995-11-30 |
EP0613365B1 (fr) | 1995-08-02 |
EP0613365A1 (fr) | 1994-09-07 |
DK0613365T3 (da) | 1995-12-18 |
ES2075720T3 (es) | 1995-10-01 |
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